NO822706L - PROCEDURE FOR PREPARING NON-STEROID ANTI-INFLAMMATORY AND ANALGETIC ACTIVE COMPOUNDS - Google Patents

PROCEDURE FOR PREPARING NON-STEROID ANTI-INFLAMMATORY AND ANALGETIC ACTIVE COMPOUNDS

Info

Publication number
NO822706L
NO822706L NO822706A NO822706A NO822706L NO 822706 L NO822706 L NO 822706L NO 822706 A NO822706 A NO 822706A NO 822706 A NO822706 A NO 822706A NO 822706 L NO822706 L NO 822706L
Authority
NO
Norway
Prior art keywords
loweralkyl
pyrryl
substituted
hydrogen
inflammatory
Prior art date
Application number
NO822706A
Other languages
Norwegian (no)
Other versions
NO157697C (en
NO157697B (en
Inventor
James B Doherty
Michael N Chang
Conrad P Dorn
Original Assignee
Merck & Co Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Merck & Co Inc filed Critical Merck & Co Inc
Publication of NO822706L publication Critical patent/NO822706L/en
Publication of NO157697B publication Critical patent/NO157697B/en
Publication of NO157697C publication Critical patent/NO157697C/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/33Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/337Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/04Centrally acting analgesics, e.g. opioids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/36Oxygen or sulfur atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/06Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/06Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pain & Pain Management (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Rheumatology (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Steroid Compounds (AREA)
  • Measurement Of Optical Distance (AREA)
  • Eye Examination Apparatus (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Power Steering Mechanism (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

Pyrrole compounds of the structural formula: <CHEM> or a pharmaceutically acceptable salt, ester or amide thereof have been prepared via hydrolysis of a precursor-ester after high temperature decarboxylation of from direct acidic decarboxylation of a precursor diacid. In the above formula, Ar is phenyl, substituted phenyl, pyridyl, pyrryl, substituted pyrryl, furyl or thienyl; R is, e.g., hydrogen, loweralkyl, lowercycloalkyl, lower(cycloalkyl-alkyl), loweralkenyl or halo-loweralkyl; R<1> is hydrogen or loweralkyl; R<2> is hydrogen, loweralkyl or halo; R<3> is, e.g., hydroxy, loweralkoxy, substituted loweralkoxy, amino, substituted amino, morpholinyl, glucosamino or heterocyclyl-oxy; X is (CH2)0-10-, -COCH2- or -CH2CO-; and Y is oxygen, sulfur, sulfinyl, sulfonyl, CH2 or H with the proviso that when Y is CH2-, Ar can only be pyrryl, and when Y is H, Ar is pyrryl and R is not present. The compounds are analgesic and anti-inflammatory agents of high activities out low ulcerogenic side effects.
NO822706A 1981-08-10 1982-08-09 ANALOGY PROCEDURE FOR THE PREPARATION OF NON-STEROIDAL COMPOUNDS WITH ANTI-INFLAMMATORY AND ANALGICAL EFFECT. NO157697C (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US29168881A 1981-08-10 1981-08-10

Publications (3)

Publication Number Publication Date
NO822706L true NO822706L (en) 1983-02-11
NO157697B NO157697B (en) 1988-01-25
NO157697C NO157697C (en) 1988-05-04

Family

ID=23121395

Family Applications (1)

Application Number Title Priority Date Filing Date
NO822706A NO157697C (en) 1981-08-10 1982-08-09 ANALOGY PROCEDURE FOR THE PREPARATION OF NON-STEROIDAL COMPOUNDS WITH ANTI-INFLAMMATORY AND ANALGICAL EFFECT.

Country Status (15)

Country Link
EP (1) EP0072013B1 (en)
JP (1) JPS5838255A (en)
AT (1) ATE19239T1 (en)
AU (1) AU556243B2 (en)
CA (1) CA1209989A (en)
DE (1) DE3270625D1 (en)
DK (1) DK356382A (en)
ES (1) ES8402818A1 (en)
FI (1) FI77022C (en)
GR (1) GR77260B (en)
IE (1) IE53667B1 (en)
NO (1) NO157697C (en)
NZ (1) NZ201468A (en)
PT (1) PT75381A (en)
ZA (1) ZA825746B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1170244B (en) * 1983-11-14 1987-06-03 Poli Ind Chimica Spa PYRROL-3 CARBOXYLIC ACIDS WITH CENTRAL ANALGESIC ACTIVITY
DE10331496A1 (en) * 2003-07-01 2005-01-27 Bayer Cropscience Ag Process for preparing alkyl difluoroacetoacetates

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3952012A (en) * 1970-01-26 1976-04-20 Mcneil Laboratories, Incorporated Aroyl-substituted pyrroles
US3998844A (en) * 1975-06-02 1976-12-27 Mcneil Laboratories, Incorporated Uncatalyzed aroylation of 1-alkylpyrrole-2-acetic acid derivatives
GB1592997A (en) * 1977-10-14 1981-07-15 Rolland Sa A Aroyl-pyrrole carboxylic acids and derivatives thereof
EP0006845B1 (en) * 1978-07-10 1982-02-03 McNeilab, Inc. Pharmaceutical composition comprising a 5-aroyl-1-c1-5 alkyl-pyrrole-2-acetic acid compound and acetaminophen or acetylsalicylic acid
EP0032048A1 (en) * 1980-01-08 1981-07-15 Beecham Group Plc Pyrroloylpyrrole derivatives, processes for their preparation and their use
NZ196700A (en) * 1980-04-18 1983-04-12 Smith & Nephew Ass Anti-inflammatory compositions containing 5-benzoyl-1-methylpyrrole-2-acetic acid derivatives

Also Published As

Publication number Publication date
ES514783A0 (en) 1984-02-01
IE821915L (en) 1983-02-10
DK356382A (en) 1983-02-11
ES8402818A1 (en) 1984-02-01
ATE19239T1 (en) 1986-05-15
EP0072013B1 (en) 1986-04-16
FI77022C (en) 1989-01-10
PT75381A (en) 1982-09-01
FI77022B (en) 1988-09-30
DE3270625D1 (en) 1986-05-22
JPS5838255A (en) 1983-03-05
GR77260B (en) 1984-09-11
FI822692L (en) 1983-02-11
EP0072013A1 (en) 1983-02-16
NO157697C (en) 1988-05-04
NO157697B (en) 1988-01-25
NZ201468A (en) 1986-02-21
AU556243B2 (en) 1986-10-30
FI822692A0 (en) 1982-08-02
AU8669082A (en) 1983-02-17
IE53667B1 (en) 1989-01-04
CA1209989A (en) 1986-08-19
ZA825746B (en) 1984-03-28

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